Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. $152 to $219/night

    Condo with Ocean View! On Golf Course, Minutes from Beac...

    1 Bedroom BathroomSleeps 2
    4 nights minstay
    Pool
    FREE CANCELLATION
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  3. $148 to $168/night

    Vacation Home in Ko Olina Resort

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $482 to $839/night

    Kahakai Estates Hale

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $854 to $1,955/night

    Hale Pulelehua with Guest House TVNC#1238

    5 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $309 to $690/night

    My Hilo Home

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
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  11. $506 to $899/night

    Holua Kai #32

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $232 to $580/night

    Aloha Lani

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $484/night

    Kahana Sunset F1

    2 Bedrooms2.5 BathroomsSleeps 6
    14 nights minstay
    Pool
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $265 to $314/night

    Haleiwa Surf Condo

    1 BedroomBathroomsSleeps 4
    14 nights minstay
    FREE CANCELLATION
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  19. $341 to $413/night

    1 Bedroom Oceanfront #404

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $258 to $341/night

    Junior Suite Oceanfront #607

    Studio BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $369 to $869/night

    Maui Eldorado Condo F204

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  25. $206 to $499/night

    Maui Eldorado Condo J120

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $206 to $499/night

    Maui Eldorado Condo K209

    Studio BathroomSleeps 3
    1 night minstay
    Pool
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $406 to $869/night

    Maui Eldorado Condo J100

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $206 to $499/night

    Maui Eldorado Condo K206

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $206 to $499/night

    Maui Eldorado Condo K217

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $249 to $624/night

    Maui Eldorado Condo B105

    1 Bedroom BathroomSleeps 5
    1 night minstay
    Pool
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $249 to $599/night

    Maui Eldorado Condo C102

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $141 to $197/night

    Nani Kai Hale # 301

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $152 to $219/night

    Nani Kai Hale 307

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $203 to $287/night

    Nani Kai Hale # 308

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $124 to $152/night

    Kihei Bay Vista #b203

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $248 to $366/night

    Bay Villa 30G1

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $326 to $383/night

    Kahana Sunset A3

    2 Bedrooms2.5 BathroomsSleeps 4
    4 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $366 to $422/night

    Sands Of Kahana 344

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $388 to $444/night

    Sands Of Kahana 336

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $501 to $557/night

    Sands Of Kahana 356

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $276 to $332/night

    Kahana Sunset E8

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $256 to $393/night

    Kaanapali Shores 422 1 Bdrm

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $294 to $513/night

    Aina Nalu B204

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $144 to $166/night

    Sans Souci 102

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $205 to $237/night

    Sans Souci 1004

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $218 to $302/night

    Colony Surf 104

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $239 to $277/night

    Colony Surf 601

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $197 to $227/night

    Colony Surf 1202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $252 to $292/night

    Sans Souci 403/404

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $144 to $166/night

    Sans Souci 203

    Studio BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $170 to $212/night

    Colony Surf 809

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $193 to $359/night

    Kaanapali Shores Studio 742

    Studio BathroomSleeps 4
    5 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $249 to $338/night

    Pohailani Maui 152

    2 Bedrooms BathroomSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $243 to $551/night

    Royal Kahana 1012

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $406 to $869/night

    Maui Eldorado Condo L200

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $175 to $449/night

    Maui Eldorado Condo J216

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $276 to $332/night

    Kahana Sunset C5

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $236 to $624/night

    Maui Eldorado Condo G105

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $186 to $449/night

    Maui Eldorado Condo C101

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $428 to $484/night

    Kahana Sunset A5

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $304 to $467/night

    D3-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $304 to $467/night

    A3-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $304 to $467/night

    H3-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $304 to $540/night

    E6-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $304 to $467/night

    H2-1 Bedroom Beachfront

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $304 to $540/night

    G9-2 Bedroom Oceanfront Townhouse

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $204 to $333/night

    Pohailani Maui 115

    2 Bedrooms BathroomSleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $185 to $255/night

    Tower 2 Suite 2310- FFP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $231 to $292/night

    KIHEI BEACH, #103

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $201 to $277/night

    KIHEI BEACH, #303

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $201 to $277/night

    KIHEI BEACH, #305*

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $211 to $292/night

    KIHEI BEACH, #506^

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $263 to $474/night

    MAALAEA SURF, #C-8

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $201 to $348/night

    SUGAR BEACH RESORT, #430^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $201 to $348/night

    SUGAR BEACH RESORT, #531

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $201 to $348/night

    SUGAR BEACH RESORT, #136^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $231 to $302/night

    MENEHUNE SHORES, #427^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $201 to $277/night

    KIHEI BEACH, #306

    1 BedroomBathroomsSleeps 3
    5 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $241 to $302/night

    MENEHUNE SHORES, #422**

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $201 to $348/night

    SUGAR BEACH RESORT, #524^

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $201 to $348/night

    SUGAR BEACH RESORT, #418

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $241 to $302/night

    MENEHUNE SHORES, #623**

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $201 to $277/night

    KIHEI BEACH, #403

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $201 to $348/night

    SUGAR BEACH RESORT, #PH23

    1 Bedroom BathroomSleeps 4
    5 nights minstay
    Pool Hot Tub
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $212 to $236/night

    KEALIA RESORT, #609**

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $102 to $278/night

    Tower 1 Suite 2210- QQP

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $328 to $484/night

    KAMAOLE NALU, #106

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $192 to $309/night

    KAMAOLE NALU, #301

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $253 to $363/night

    KAMAOLE NALU, #304

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $328 to $484/night

    KAMAOLE NALU, #405

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $253 to $387/night

    WAILEA EKOLU, #401*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $464 to $858/night

    WAILEA ELUA, #0105

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $464 to $858/night

    WAILEA ELUA, #0801*

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $464 to $858/night

    WAILEA ELUA, #0802

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $729 to $1,186/night

    MAKENA SURF RESORT, #E-205

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $757 to $984/night

    MAKENA SURF RESORT, #F-212

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $282 to $474/night

    Kihei Surfside, #214^

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $729 to $1,186/night

    MAKENA SURF RESORT, #B-304^

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $464 to $858/night

    WAILEA ELUA, #2010

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $565 to $959/night

    WAILEA ELUA, #0902

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $686 to $934/night

    MAKENA SURF RESORT, #C-103

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $634 to $806/night

    WAILEA ELUA, #1309

    1 Bedroom BathroomSleeps 2
    5 nights minstay
    Pool Hot Tub
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $347 to $398/night

    WAILEA EKAHI, #22D

    1 BedroomBathroomsSleeps 4
    5 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $651 to $959/night

    Wailea Elua, #0908

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $236 to $453/night

    WAILEA GRAND CHAMPION, #163

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $328 to $475/night

    WAILEA ELUA, #0807

    1 BedroomBathroomsSleeps 2
    5 nights minstay
    Pool Hot Tub
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $837 to $1,414/night

    WAILEA ELUA, #1403

    2 BedroomsBathroomsSleeps 4
    5 nights minstay
    Pool Hot Tub
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $207 to $403/night

    KIHEI SURFSIDE, #111

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $686 to $934/night

    MAKENA SURF RESORT, #C-102

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $207 to $403/night

    Kihei Surfside, #511

    1 Bedroom1.5  BathroomSleeps 4
    5 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $565 to $959/night

    WAILEA ELUA, #0202*

    2 BedroomsBathroomsSleeps 5
    5 nights minstay
    Pool Hot Tub
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $717 to $984/night

    MAKENA SURF RESORT, #G-101

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations